The objective of this article is to highlight some of the challenges faced by emerging Gulf nation states in modernizing their cities. The Msheireb Heart of Doha Masterplan is used as an exemplar project to offer an alternative approach in urban planning and regeneration in the region. The article describes how the challenges of land ownership, privatization, climate, social diversity and cultural relevance are dealt with in the masterplan, which seeks to create a modern Qatari homeland that is rooted in its local traditions and heritage. Towards the end of the article, reflections and evaluations are examined to prompt further thoughts and discussions.